7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

Base Information

Chemical Name:7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine
CAS No.:174072-38-9
Molecular Formula:C₃₇H₃₇F₂N₃O₃S
Molecular Weight:641.782
Hs Code.:

Synonyms:7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

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Chemical Property of 7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

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Technology Process of 7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

There total 12 articles about 7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 697-73-4
2,6-difluorobenzyl chloride

: 174072-38-9
7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

2.1: 71 percent / NaNO₃; H₂SO₄ / 0 °C

3.1: N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

4.1: N,N-diisopropylethylamine / dimethylformamide / 20 °C

5.1: 96 percent / aq. HCl; Fe / ethanol / 0 °C

6.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

7.1: Me₃Al; N,N-diisopropylethylamine / CH₂Cl₂; hexane / 1 h / 0 °C

7.2: 86 percent / CH₂Cl₂; hexane / 1 h / 0 °C

8.1: tetrahydrofuran / 0 °C

With hydrogenchloride; sodium nitrate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; trimethylaluminum; iron; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0512894

Reference yield:

: 192886-70-7
3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

: 174072-38-9
7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

Guidance literature:: In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jm0512894

Reference yield:

: 174072-77-6
ethyl N-[3-carboxy-4-methyl-5-phenyl-2-thienyl]aminomethylenemalonate

: 174072-38-9
7-(2,6-difluorobenzyl)-4,7-dihydro-3-(N-methyl-N-benzylaminomethyl)-2-(4-isobutyrylaminophenyl)-5-isobutyryl-4-oxo-thieno[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: 60 percent / polyphosphate ester / 120 °C

2.1: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

3.1: 71 percent / NaNO₃; H₂SO₄ / 0 °C

4.1: N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

5.1: N,N-diisopropylethylamine / dimethylformamide / 20 °C

6.1: 96 percent / aq. HCl; Fe / ethanol / 0 °C

7.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

8.1: Me₃Al; N,N-diisopropylethylamine / CH₂Cl₂; hexane / 1 h / 0 °C

8.2: 86 percent / CH₂Cl₂; hexane / 1 h / 0 °C

9.1: tetrahydrofuran / 0 °C

With hydrogenchloride; sodium nitrate; N-Bromosuccinimide; polyphosphate ester; 2,2'-azobis(isobutyronitrile); sulfuric acid; trimethylaluminum; iron; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0512894